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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:02:49 UTC

Update Date

2022-03-07 03:17:53 UTC

HMDB ID

HMDB0062356

Secondary Accession Numbers

HMDB62356

Metabolite Identification

Common Name

3'-Monoiodo-L-thyronine

Description

3'-Monoiodo-L-thyronine, also known as 3'-Iodothyronine, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 3'-Monoiodo-L-thyronine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0062356
     RDKit          3D
3'-Monoiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -5.1387   -2.1161   -0.1997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -1.0956    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8025   -1.6617   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -0.7593   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    0.1274   -0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973    0.9758   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    0.9486    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    1.8051    0.6741 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.3591    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461    2.2121    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1248    1.8252    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.5796   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    0.2172   -0.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122   -0.2523   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -2.1618   -1.3474 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.0203    0.1062   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    0.0658    1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -0.7898    1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    0.1839   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    0.2890   -1.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693    1.2869   -0.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9908   -1.6010   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098   -2.7031   -0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427   -1.0285    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304   -1.9364   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705   -2.6013    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    0.1779   -1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924    1.6577   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590    3.2018    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    2.5072    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -0.6969   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.5430   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    0.0162    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165   -1.4808    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8398    1.8847    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  4  1  0
 16  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END


  Mrv1652304121917242D          

 21 22  0  0  0  0            999 V2000
 9998.918510001.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.060610001.2375    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0606 9999.5874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7763 9999.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4900 9999.9999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.2057 9999.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9193 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.2057 9998.7624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.490010000.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.204010000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.489610001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.775010000.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.775010000.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4895 9999.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.204010000.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.062710000.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.348310001.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.633710000.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.633710000.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3482 9999.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.062710000.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
 13  3  1  0  0  0  0
 12  2  1  0  0  0  0
  1 10  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 21  4  1  0  0  0  0
  1 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062356

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H14INO4/c16-12-8-11(5-6-14(12)18)21-10-3-1-9(2-4-10)7-13(17)15(19)20/h1-6,8,13,18H,7,17H2,(H,19,20)/t13-/m0/s1

> <INCHI_KEY>
RUIUIJSMLKJUDC-ZDUSSCGKSA-N

> <FORMULA>
C15H14INO4

> <MOLECULAR_WEIGHT>
399.184

> <EXACT_MASS>
398.99675

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
32.998525257925124

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)phenyl]propanoic acid

> <ALOGPS_LOGP>
0.14

> <JCHEM_LOGP>
0.9405303554033534

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.516891364683941

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.556193699780632

> <JCHEM_PKA_STRONGEST_BASIC>
9.512736810443071

> <JCHEM_POLAR_SURFACE_AREA>
92.77999999999999

> <JCHEM_REFRACTIVITY>
86.70050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-monoiodothyronine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062356
     RDKit          3D
3'-Monoiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -5.1387   -2.1161   -0.1997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -1.0956    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8025   -1.6617   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -0.7593   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    0.1274   -0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973    0.9758   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    0.9486    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    1.8051    0.6741 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.3591    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461    2.2121    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1248    1.8252    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.5796   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    0.2172   -0.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122   -0.2523   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -2.1618   -1.3474 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.0203    0.1062   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    0.0658    1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -0.7898    1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    0.1839   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    0.2890   -1.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693    1.2869   -0.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9908   -1.6010   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098   -2.7031   -0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427   -1.0285    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304   -1.9364   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705   -2.6013    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    0.1779   -1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924    1.6577   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590    3.2018    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    2.5072    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -0.6969   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.5430   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    0.0162    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165   -1.4808    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8398    1.8847    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  4  1  0
 16  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 12-APR-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-19         0                                  
HETATM    1  O   UNK     0    8664.6488668.977   0.000  0.00  0.00           O+0
HETATM    2  I   UNK     0    8659.3138668.977   0.000  0.00  0.00           I+0
HETATM    3  O   UNK     0    8659.3138665.896   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8669.9828665.896   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8671.3158666.666   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8672.6518665.896   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8673.9838666.666   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8672.6518664.356   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8671.3158668.207   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8663.3148668.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8661.9818668.977   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8660.6478668.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.6478666.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.9808665.896   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.3148666.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.6508668.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8667.3178668.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.9838668.206   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8665.9838666.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3178665.896   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.6508666.667   0.000  0.00  0.00           C+0
CONECT    1   10   18                                                       
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4    5   21                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13    2                                                  
CONECT   13   12   14    3                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    1                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16    4                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0062356
HETATM    1  N1  UNL     1      -5.139  -2.116  -0.200  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.145  -1.096   0.121  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.803  -1.662  -0.276  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.671  -0.759  -0.022  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.258   0.127  -0.991  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.197   0.976  -0.756  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.462   0.949   0.449  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.526   1.805   0.674  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.805   1.359   0.335  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.846   2.212   0.561  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.125   1.825   0.247  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.393   0.580  -0.300  1.00  0.00           C  
HETATM   13  O2  UNL     1       6.696   0.217  -0.608  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.312  -0.252  -0.513  1.00  0.00           C  
HETATM   15  I1  UNL     1       4.690  -2.162  -1.347  1.00  0.00           I  
HETATM   16  C12 UNL     1       3.020   0.106  -0.209  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.046   0.066   1.407  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.012  -0.790   1.189  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.469   0.184  -0.509  1.00  0.00           C  
HETATM   20  O3  UNL     1      -5.490   0.289  -1.229  1.00  0.00           O  
HETATM   21  O4  UNL     1      -3.669   1.287  -0.326  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.991  -1.601  -0.507  1.00  0.00           H  
HETATM   23  H2  UNL     1      -4.810  -2.703  -0.990  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.143  -1.029   1.243  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.830  -1.936  -1.368  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.671  -2.601   0.304  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.754   0.178  -1.956  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.092   1.658  -1.551  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.659   3.202   0.993  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.959   2.507   0.428  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.853  -0.697  -1.004  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.175  -0.543  -0.374  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.548   0.016   2.379  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.316  -1.481   1.976  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.840   1.885   0.463  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   19   24
CONECT    3    4   25   26
CONECT    4    5    5   18
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   17
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   29
CONECT   11   12   12   30
CONECT   12   13   14
CONECT   13   31
CONECT   14   15   16   16
CONECT   16   32
CONECT   17   18   18   33
CONECT   18   34
CONECT   19   20   20   21
CONECT   21   35
END

HMDB0062356
     RDKit          3D
3'-Monoiodo-L-thyronine
 35 36  0  0  0  0  0  0  0  0999 V2000
   -5.1387   -2.1161   -0.1997 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -1.0956    0.1210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8025   -1.6617   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6714   -0.7593   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582    0.1274   -0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1973    0.9758   -0.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4622    0.9486    0.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259    1.8051    0.6741 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051    1.3591    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461    2.2121    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1248    1.8252    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928    0.5796   -0.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6964    0.2172   -0.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3122   -0.2523   -0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896   -2.1618   -1.3474 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.0203    0.1062   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    0.0658    1.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0125   -0.7898    1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    0.1839   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4896    0.2890   -1.2292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6693    1.2869   -0.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9908   -1.6010   -0.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8098   -2.7031   -0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1427   -1.0285    1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8304   -1.9364   -1.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6705   -2.6013    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7541    0.1779   -1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924    1.6577   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6590    3.2018    0.9928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589    2.5072    0.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -0.6969   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751   -0.5430   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480    0.0162    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3165   -1.4808    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8398    1.8847    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  7 17  1  0
 17 18  2  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18  4  1  0
 16  9  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-Amino-3-[4-(4-hydroxy-3-iodophenoxy)phenyl]propanoate	Generator
3'-Iodo-L-thyronine	HMDB
3'-Iodothyronine	HMDB
3’-Iodo-L-thyronine	HMDB
3’-Iodothyronine	HMDB
O-(4-Hydroxy-3-iodophenyl)-L-tyrosine	HMDB
3'-Monoiodo-L-thyronine	HMDB
3’-Monoiodo-L-thyronine	HMDB
3'-T1	MeSH
3'-Monoiodothyronine, (D-tyr)-isomer	MeSH

Chemical Formula

C₁₅H₁₄INO₄

Average Molecular Weight

399.184

Monoisotopic Molecular Weight

398.99675

IUPAC Name

(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)phenyl]propanoic acid

Traditional Name

3'-monoiodothyronine

CAS Registry Number

4732-82-5

SMILES

N[C@@H](CC1=CC=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C15H14INO4/c16-12-8-11(5-6-14(12)18)21-10-3-1-9(2-4-10)7-13(17)15(19)20/h1-6,8,13,18H,7,17H2,(H,19,20)/t13-/m0/s1

InChI Key

RUIUIJSMLKJUDC-ZDUSSCGKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain 3-oxoacyl coas. These are organic compounds containing a coenzyme A derivative, which is 3-oxo acylated long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain 3-oxoacyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
1,3-dicarbonyl compound
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Ketone
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.05 g/l	ALOGPS
LogP	-0.27	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.14	ALOGPS
logP	0.94	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	1.56	ChemAxon
pKa (Strongest Basic)	9.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.78 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.7 m³·mol⁻¹	ChemAxon
Polarizability	33 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	179.432	30932474
DeepCCS	[M-H]-	177.074	30932474
DeepCCS	[M-2H]-	210.426	30932474
DeepCCS	[M+Na]+	185.653	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3'-Monoiodo-L-thyronine	N[C@@H](CC1=CC=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O	4065.2	Standard polar	33892256
3'-Monoiodo-L-thyronine	N[C@@H](CC1=CC=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O	2947.8	Standard non polar	33892256
3'-Monoiodo-L-thyronine	N[C@@H](CC1=CC=C(OC2=CC(I)=C(O)C=C2)C=C1)C(O)=O	3020.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3'-Monoiodo-L-thyronine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@H](N)C(=O)O)C=C2)C=C1I	3009.2	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1	2921.5	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O	2970.8	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1	2949.7	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)C(=O)O	2965.6	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C	2877.0	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TMS,isomer #4	C[Si](C)(C)N([C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O)[Si](C)(C)C	3069.9	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C	2932.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C	2732.2	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C	3017.8	Standard polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1I	3068.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1I	2878.8	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C1I	3151.9	Standard polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3015.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2818.9	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3148.8	Standard polar	33892256
3'-Monoiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	3099.9	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2850.7	Standard non polar	33892256
3'-Monoiodo-L-thyronine,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2917.0	Standard polar	33892256
3'-Monoiodo-L-thyronine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@H](N)C(=O)O)C=C2)C=C1I	3309.3	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1	3226.2	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O	3279.3	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1	3523.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)C(=O)O	3582.1	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3454.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3601.4	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3718.7	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3382.0	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3310.3	Standard polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1I	3858.8	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1I	3454.3	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C1I	3361.3	Standard polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3791.9	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3427.9	Standard non polar	33892256
3'-Monoiodo-L-thyronine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3354.9	Standard polar	33892256
3'-Monoiodo-L-thyronine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4039.5	Semi standard non polar	33892256
3'-Monoiodo-L-thyronine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3591.3	Standard non polar	33892256
3'-Monoiodo-L-thyronine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C(I)=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3255.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Monoiodo-L-thyronine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3'-Monoiodo-L-thyronine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 10V, Negative-QTOF	splash10-000t-0009000000-8d3ff6912a29ddf139bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 20V, Negative-QTOF	splash10-001i-2149000000-d366b203665b33521cc0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 40V, Negative-QTOF	splash10-004i-3932000000-11905d5313ea5a69dbab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 10V, Positive-QTOF	splash10-0udi-0009400000-e8d9be3a8583b1879bac	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 20V, Positive-QTOF	splash10-0udi-0009000000-cf5fdec266c248a32404	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3'-Monoiodo-L-thyronine 40V, Positive-QTOF	splash10-006x-4629000000-414c97de03bd4cfe41df	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122056

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3'-Monoiodo-L-thyronine (HMDB0062356)

MOL for HMDB0062356 (3'-Monoiodo-L-thyronine)

3D MOL for HMDB0062356 (3'-Monoiodo-L-thyronine)

3D SDF for HMDB0062356 (3'-Monoiodo-L-thyronine)

3D-SDF for HMDB0062356 (3'-Monoiodo-L-thyronine)

PDB for HMDB0062356 (3'-Monoiodo-L-thyronine)

3D PDB for HMDB0062356 (3'-Monoiodo-L-thyronine)

SMILES for HMDB0062356 (3'-Monoiodo-L-thyronine)

INCHI for HMDB0062356 (3'-Monoiodo-L-thyronine)

Structure for HMDB0062356 (3'-Monoiodo-L-thyronine)

3D Structure for HMDB0062356 (3'-Monoiodo-L-thyronine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra